My story starts a long, long time ago, first grade to be exact. I was the only one in the first grade with a girl friend. Her name was Lindsey and at that time in my life she was everything besides sports. We'd sit on the carpet squares during story time and hold hands while all the other kids just sat there and looked at us weird. We'd chase each other around on the playground and threaten each other with a kiss if we ever got caught. We were even the prince and princess for our class in our elementary's May Day play. But then after first grade we grew apart.
I don't think we talked again until we were in 6th grade. She was going out with one of my best friends so we were kind of forced to talk and it turned out that we were into a lot of the same things at that time. Same taste in clothing, music, and stuff like that. After awhile of talking to her again I started to like her again after all those years but nothing was ever done about it. I had a girlfriend at that time and thought I was in love once again but it turned out she was a real bitch to me almost 95 percent of the time. The kind of girl who gets pissed off at you for even talking to another girl while she wasn't present and sometimes even while she was.
Anyway, a few more years past and we got to know each other even better. We both went through a few more teenage relationships. The kind that you think you've found the love of your life but all it does is tear you apart a little more everyday. We were almost the same person. We liked the same music, clothing, had the same ideas on life's endless ordeals, and would even finish each other's sentences sometimes. We talked about absolutely everything and then it happened. I asked her out and she said yes. We were now a couple once again after so many years of separation. We were a damn cute couple too. At least that's what everyone said. We talked every night about anything on our minds. Went through some hard times and some really great ones. We never really did anything sexual though.
Surprisingly we only ever kissed once and that only lasted for a few seconds because of some dumb ass who just had to butt into our business and interrupt us. The time I remember most about our relationship was our 8th grade chorus trip to an amusement park. It was the closest we'd ever been to each other physically. We spent the whole day walking around the park holding hands and hugging in the lines for the rides. She was the perfect height so that I could stand behind her and put my arms over her shoulders and have them come to rest right in my armpits. It gave me the feeling like we were a perfect match physically and everything else that we'd been through made us a perfect match emotionally.
Then I fucked up. We hadn't talked all summer and I went away to a week long camp. I had a fling with a girl I met at the same camp the year before and the first day I was there we met up again. We got to talking and I forgot about Lindsey. A lot of things were said and I basically dug myself a hole and kept digging it deeper every time I opened my mouth. Nothing really happened but when the camp was over and I met up with Lindsey I was greeted with a "Fuck You." Apparently my best friend who had gone to the camp with me ratted me out and told her everything. So Lindsey and I ended. A week or two later we got back together but we weren't the same. The first time we saw each other after we had gotten back together was at the town carnival and I must say I was greeted with cold arms for she ended it that night once again. She thought we had just become friends again and thought it would be better if we stayed friends. I didn't like her decision but what could I do, she had set her mind to it.
Later I found out that maybe her decision was for the best. We became the best of friends and we still told each other everything no matter what it was about. We asked each other for advice on our relationships and what to do about everything. We pretty much kept absolutely nothing from each other and we never lied to each other. We were basically the perfect couple still we just weren't an actual couple. We did everything that couples do except for the physical stuff and never fought.
A year or two went by and we got to our situation now. I'm in a very loving relationship and I love my girlfriend dearly. Some people may say I'm an asshole for what I did, but I think otherwise. I needed to have some fun and I found the perfect way "to do it."
Lindsey had just broken up with her boyfriend who I had said was a fucking asshole the whole time but she didn't listen to me and ended up paying the price. Although she didn't listen to me I was still there for her in the end when it all happened and that's the way it's always been. After her relationship ended we started to talk more because her boyfriend had hindered that between us. We started to talk about sexual matter and how we felt about each other and finally came up with this deal and then the deal escalated into becoming fuck buddies.
Now I'm not exactly the best looking guy there is but in my own mind I don't think I'm a dog. I'm 6"1', around 200lbs, muscular but not well defined, short blonde hair, light blue eyes, pierced left ear, athletic, not really tanned, and I wear glasses (small plain black frames). She on the other hand in my mind is beautiful. I've always been infatuated with her mind and her body. I could sit for hours and just stare at her. She's 5"1', a petite 94lbs, the most beautiful light blue eyes, size 0 waist, a 32B chest, and she has this erotic hold over me.
Our deal was that one day when I got my license I would pick her up someday after school and we'd go driving. The thing was that during our drive I would pull out my cock and jack off for her. Now I don't have the biggest dick but I'm above average at a little over 6 inches and maybe the size of a 50-cent piece around. Now in return for me jacking off for her she had to finger herself. That was one part of the deal I was specifically excited about because that's one of my biggest turn-ons. Just seeing a woman pump her fingers in and out of her pussy, deep inside herself until she can't go any further. Rubbing her clit at the same time. Her juices flowing to the point where you can hear her fingers pumping into her pussy and pulling out only to thrust themselves back in to the deepest part of her cunt. Watching her head bob around as she moans in pleasure. Playing with her tits every once in awhile when the pleasure between her legs drops below a certain point, pinching her nipples and rolling them between her thumb and her fingers. Seeing a woman do that to herself makes my cock jump to attention as if it were in boot camp and morning revile just sounded.
After that part of the deal was over we decided we would let nature take it's course and whatever happened, happened, but later we decided that we were going to fuck each other's brains out until we couldn't take anymore. The day came for my driver's test and I passed so what better way to celebrate than to pick up my little sextoy, find a deserted spot to park the car, and fuck until my dick couldn't get hard.
I picked her up after my mom got off work and gave me the car. The last words out of her mouth as I left the house were, "Have a nice time." What she didn't know was that I would be having the time of my life for the whole afternoon and evening. It was around 6:30 when I arrived at her house. I walked to the front door and rang the doorbell. Her mother answered the door and invited me in. I sat down on the couch and chatted with her for a while while I waited for Lindsey to come up the stairs from her room. And when she did I just about got an instant hard-on. She had on the tightest pair of pants that showed off her ass wonderfully. I noticed that she was either wearing a thong or not wearing any panties at all because of the absence of a panty line on her perfect little ass as it shook in front of me while she walked to the door. She was wearing a spaghetti strap shirt that said, "Evil shouldn't look this good." We said goodbye to her mother and walked out the door to the car. Now being a gentleman and all I opened her door and as she got in I gave her a quick slap on her ass.
She turned her head and gave me a devilish grin and then got in. I ran around to the drivers side and hopped in quickly, started the car up, popped open the sunroof, put the windows down, put some music on, and headed down the road. When we got to the end of her road I put the car in park for a minute, leaned over and gave her the most passionate kiss I could which I could tell she was enjoying when her breathing became heavier and her hands started roaming. I broke the kiss and grabbed her hands looking into her eyes and simply said, "Naughty, naughty, but not yet." She frowned and turned her head away but I knew she was enjoying being tortured so I thought nothing of it and put the car back in drive and continued on down the road. I had noticed a dirt road beginning at the wood line of a field near my house so that was our destination. We made small talk about our day and what all had been going on in our lives in the last week until we arrived at the field where the road was. I glanced over quickly only to see a look of pure anticipation and joy on her face. I figured she was thinking of what was to come. I turned my eyes back to the road and continued towards the dirt road.
When we arrived I put the windows up, shut the sunroof, and then turned the car off. I looked over at her and smiled. We then leaned towards each other and our lips slowly touched. Lightly at first as we just gave each other little pecks and then more passionately and with more force. Our tongues entangled as we probed each other's mouths frantically. Feeling the excitement, passion, and hormones build as each second passed. She broke the kiss, looked at me and then said, "How about we get started on this deal of ours."
I looked deep into her eyes and I could see the fire of anticipation in them building so I simply said, "Gladly!" I put my seat all the way back to give myself more room and then started to undo my shorts. My cock was already fully erect and pre-cum was oozing out of the tip as it waited to be freed. I unzipped my shorts and pulled them down along with my boxers. Once free my dick sprang upward and I heard a gasp slip from her mouth. I kicked the rest of my clothes off so I was completely naked sitting there in front of her. I moved my fingers to my mouth and coated them with some saliva and then slowly moved them down to my twitching member. I spread the saliva around on the head of my cock and then wrapped my hand around it. I started out by slowly pumping my hand up and down my shaft. After a few minutes I increased my pace. I was now pumping my fist up and down the shaft of my cock rapidly. My other hand reached down and started to massage my balls. I tilted my head back and moaned in pleasure while I turned to look at Lindsey. She was staring intently and my cock as jacked off for her. Her eyes looked as if they would pop out of her head if she stared any harder. I continued my pace until I felt I was about to pop and then I reached over and grabbed the back of her head and pulled it down towards my dick. I told her to wrap her mouth around it and start to suck. The moment her lips and tongue touched the head of my cock my hips lifted up off the seat as I rammed my dick deep down her throat as I shot my thick load into her mouth. I could feel her gulp down every last drop as she lifted her head off me. She licked my cock cleaned and then sat up and continued to lip her lips making sure she got every last drop of my load off her lips and into her mouth. She then leaned towards me as we embraced in a deep passionate kiss once again. Her hand slipped down to my cock as we kissed and she began to stroke me gently. I broke the kiss and said, "Now what about your end of the deal hunny?"
